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Benzyl N-hydroxycarbamate

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Identification
Molecular formula
C8H9NO3
CAS number
5438-84-0
IUPAC name
benzyl N-hydroxycarbamate
State
State

At room temperature, Benzyl N-hydroxycarbamate is in a solid state.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
165.17g/mol
Molar mass
165.1740g/mol
Density
1.1980g/cm3
Appearence

Benzyl N-hydroxycarbamate appears as a white to off-white crystalline powder. Its solid form is characterized by fine particles that are consistent with many organic crystalline compounds.

Comment on solubility

Solubility of Benzyl N-hydroxycarbamate

Benzyl N-hydroxycarbamate, with the chemical formula C9H10N2O3, showcases intriguing solubility properties that are important for its applications in various chemical processes. Here are some key points to consider regarding its solubility:

  • Polar and Non-Polar Interaction: The presence of the hydroxy group (-OH) in the structure grants some polar characteristics, promoting solubility in polar solvents.
  • Effective Solvents: It is relatively soluble in solvents such as ethanol and methanol, which are known for their ability to solvate compounds with polar functional groups.
  • Limited Water Solubility: While there is solubility in polar solvents, benzyl N-hydroxycarbamate exhibits limited solubility in water, owing to the hydrophobic benzyl group that counteracts its polar characteristics.
  • Temperature Dependency: Like many compounds, its solubility can be influenced by temperature, typically increasing with rising temperatures.

In summary, the solubility of benzyl N-hydroxycarbamate is a balance of its structural features, with soluble tendencies in polar solvents, but limitations when it comes to water. Understanding these solubility characteristics is essential for its effective use in chemical reactions and formulations.

Interesting facts

Interesting Facts About Benzyl N-Hydroxycarbamate

Benzyl N-hydroxycarbamate is a fascinating organic compound that serves various roles in both industrial and laboratory settings. Here are some intriguing aspects of this compound:

  • Versatile Intermediate: This compound is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, making it valuable in the chemical industry.
  • Role as a Protecting Group: In organic synthesis, benzyl N-hydroxycarbamate can act as a protecting group for amines. This helps chemists maintain selectivity during chemical reactions, enhancing reaction efficiency.
  • Biological Activity: Research has indicated that compounds containing the N-hydroxycarbamate moiety might possess herbicidal and antimicrobial properties. This has paved the way for explorations of new agrochemical products.
  • Ease of Synthesis: The preparation of benzyl N-hydroxycarbamate can often be accomplished through straightforward synthetic routes, which can be advantageous in both academic and commercial laboratories.
  • Formulation in Drug Development: Due to its stability and the bioavailability attributes of the benzyl group, this compound has potential applications in drug formulation, aiming for improved absorption and effectiveness.

As you can see, benzyl N-hydroxycarbamate is more than just a chemical; it bridges multiple applications and piques the interest of chemists aiming to innovate in various chemical landscapes. Its multifaceted role in synthesis, coupled with its potential biological interactions, positions this compound as a noteworthy subject of study in both organic chemistry and pharmaceutical sciences.

Synonyms
Benzyl N-hydroxycarbamate
3426-71-9
Benzyl hydroxycarbamate
N-Benzyloxycarbonylhydroxylamine
N-Cbz-hydroxylamine
N-(Benzyloxycarbonyl)hydroxylamine
Carbamic acid, hydroxy-, phenylmethyl ester
CCRIS 5076
CARBAMIC ACID, HYDROXY-, BENZYL ESTER
AB5I7L0KH1
NSC 528506
BRN 1074034
N-Hydroxycarbamic Acid Benzyl Ester
NSC-528506
1-06-00-00221 (Beilstein Handbook Reference)
DTXSID20187827
Carbamic acid, N-hydroxy-, phenylmethyl ester
DTXCID80110318
679-666-5
918-213-0
inchi=1/c8h9no3/c10-8(9-11)12-6-7-4-2-1-3-5-7/h1-5,11h,6h2,(h,9,10
Benzylhydroxycarbamate
N-Carbobenzoxyhydroxylamine
MFCD00010642
CHEMBL1086896
BENZYLN-HYDROXYCARBAMATE
N9J
n-cbz amino alcohol
benzyl-hydroxycarbamate
benzyl-N-hydroxycarbamate
N-CBZ-HYDROXYAMINE
UNII-AB5I7L0KH1
N-Carbobenzoxy hydroxylamine
SCHEMBL1950181
N-(benzyloxycarbonyl) hydroxylamine
DAA42671
BDBM50311535
NSC528506
AKOS015915667
MS-2251
N-(Benzyloxycarbonyl)hydroxylamine, 99%
SY024162
DB-022966
CS-0120018
EN300-7004666